Letter from Ann Upshur Eyre to her sister, Elizabeth Upshur Teackle, written from Eyre Hall, discussing a party of the Taylors coming from Norfolk, along with Robert Barraud Taylor, a Mr. Tilghman, Mr. Morris, and Mr. Jones. Also mentioned are Grace Duncombe Taylor, Retta Teackle of Easton, and John Eyre. The last page(s) of the letter are missing.

Letter from Elizabeth Upshur Teackle to her daughter Elizabeth Ann Upshur Teackle while she was attending Madam Grelaud's French School in Philadelphia.

Letter from Abel Parker Upshur to his cousin, Elizabeth Upshur Teackle, written from Richmond where he practiced law.

Letter from Elizabeth Upshur Teackle to Caleb Upshur.

Letter from Andrew D. Campbell to Elizabeth Upshur Teackle, discussing Littleton D. Teackle's planned trip to Scotland. Campbell expresses his desire that Littleton would bring Elizabeth along, and talks about what they could do together if she came to visit.

Letter from Elizabeth Upshur Teackle to her husband, Littleton Dennis Teackle, responding to a letter delivered by Joe, an enslaved person. She writes about Louisa Ann Bowdoin going to a ball. She mentions that her sister, Ann Upshur Eyre, said she would visit, but Elizabeth has not seen her. She also talks about the war, saying Peter Bowdoin wrote her updates on fighting taking place off the coast. She also talks about her health and the bad weather.